Christina Aguilera 1
This pop star may seem put together now, but in 2011, Xtina and her boyfriend Matthew Rutler were arrested for driving while intoxicated.
Don Omar 2
The singer had his own run in with police in 2004 in his native Puerto Rico. He was caught with a gun, a bag of weed and over $1,000 in U.S. dollars while riding in his Hummer. He almost faced 10 years in prison but charges against him were eventually dropped.
Michelle Rodriguez 3
This Latina is known to get in trouble and have quite the temper in Hollywood. In 2005 she was arrested in Hawaii for driving while intoxicated and even talked back to police and allegedly told them to shoot her.
Nicole Richie 5
Before Nicole Richie cleaned up her act, she had a bad girl past. Richie was caught in posession of heroin and driving with a suspended license in 2003. Another time she was arrested for driving drunk, high, and under the influence of Vicodin in the wrong direction. Crazy!
Bruno Mars 6
Don't let the singer's baby face fool you. He had a run in with Las Vegas police after they found 2.6 grams of cocaine in his car while at the Hard Rock Cafe and Casino.
Charlie Sheen 7
It would have been a shocker had Charlie Sheen not appeared on our list. The bad boy actor has been arrested several times, including two times on separate occasions for domestic abuse and one time for cocaine overdose. Since then he has calmed down, but who could forget his "Tiger Blood" episode?
Jose Canseco 8
This former baseball player is no stranger to police. He's been arrested for use of steroids, reckless driving, domestic abuse, aggravated battery, and carrying an unlicensed gun. Most recently he's made headlines after a woman accused him of sexually assaulting her in Las Vegas. Sheesh!